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Title: Development of a Cycloadditition Strategy to Aromatic Boronic Esters
Author: Delaney, Patrick M.
ISNI:       0000 0001 3421 5905
Awarding Body: University of Sheffield
Current Institution: University of Sheffield
Date of Award: 2007
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The cycloaddition reaction of alkynylboronates has been implemented in the facile synthesis of novel aromatic and heteroaromatic boronic esters. The use of pyranones in [4+2] cycloadditions with alkynylboronates led to the formation of aryl boronic esters. The scope of this cycloaddition has been realised and to some extent the regiochemical outcome, can be controlled by judicious positioning of electron deficient substituents on the pyranone substrate. The aryl boronic esters formed have successfully been shown to undergo Suzuki cross coupling reactions. The use of analogous dienes to pyranones has facilitated the synthesis of a range of highly functionalised pyridine and pyridone boronic esters. These pyridine and pyridone boronic esters formed have also been shown to partake in Suzuki cross coupling and carbon-boron bond oxidation reactions.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available